Title of article
Enantioselective synthesis of 1-(R)-hydroxypolygodial and its 9α epimer, 1-(R)-hydroxyisotadeonal
Author/Authors
Carmela Della Monica، نويسنده , , Giorgio Della Sala، نويسنده , , Irene Izzo، نويسنده , , Luciano De Petrocellis، نويسنده , , Vincenzo Di Marzo، نويسنده , , Aldo Spinella، نويسنده ,
Issue Information
هفته نامه با شماره پیاپی سال 2007
Pages
8
From page
6866
To page
6873
Abstract
The enantioselective synthesis of 1-(R)-hydroxypolygodial and its epimer at C-9 is described. α-Ionone was the starting material. Key steps of these syntheses included a Corey–Bakshi–Shibata oxazaborolidine-mediated reduction and a stereoselective Diels–Alder reaction. No vanilloid activity was detected for both compounds in assays on VR1 vanilloid receptor in HEK cells transfected with the human VR1.
Keywords
Total synthesis , Diels–Alder reaction , Polygodial , Terpenoids , Vanilloid activity
Journal title
Tetrahedron
Serial Year
2007
Journal title
Tetrahedron
Record number
1091200
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